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Mid-Market Account Executive at $27.5M Series A AI infrastructure startup

Jack & Jill
San Francisco, CA Full Time
POSTED ON 6/7/2026
AVAILABLE BEFORE 7/6/2026
This is a job that Jill, our AI Recruiter, is recruiting for on behalf of one of our customers.

She will pick the best candidates from Jack's network.

The next step is to speak to Jack.

Job Title

Mid-Market Account Executive

Salary

Not Disclosed

Company Description

$27.5M Series A AI infrastructure startup backed by Norwest and Greylock

Job Description

You will build the mid-market sales motion from the ground up for a powerhouse in the LLM space. Managing the full sales cycle for companies under 500 employees, you will convert massive open-source traction and developer community signals into ARR by helping teams adopt enterprise-grade document infrastructure for AI agents.

Location

San Francisco, USA

Why this role is remarkable

  • Sell a product with extreme organic pull; the underlying open-source framework sees 25M monthly downloads and is trusted by developers at Fortune 500s.
  • High-impact opportunity to define the commercial playbook at a Series A company led by one of the most recognized builders in the AI space.
  • Direct path to senior AE or leadership roles as you scale the revenue engine for one of the industry's most recognized infrastructure platforms.

What You Will Do

  • Own the end-to-end sales cycle including prospecting, discovery, and closing for high-growth accounts under 500 employees.
  • Source and develop a robust pipeline by leveraging OSS community signals, inbound interest, and proactive outbound outreach.
  • Partner with Solutions Engineers to execute focused technical POCs that demonstrate the value of the enterprise knowledge management platform.

The ideal candidate

  • 2–5 years of full-cycle SaaS sales experience with a consistent track record of exceeding quotas in a startup environment.
  • Proven ability to sell to technical personas like engineers and data scientists, ideally within the AI/ML or developer tools space.
  • High-velocity operator who uses AI tools for research and outreach while thriving in the ambiguity of building a new sales motion.

Who are Jack & Jill?

Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.

And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.

How does this work?

  • Jack's an AI agent for job searching and career coaching. He works for you.
  • Jill is the AI recruiter working for the company. She recruits from Jack's network.
  • If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.

We never post fake jobs

This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network.

Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description.

We appreciate this can make them look a bit suspect, but there isn't much we can do about it.

Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.

Salary.com Estimation for Mid-Market Account Executive at $27.5M Series A AI infrastructure startup in San Francisco, CA
$80,737 to $108,290
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